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Authordc.contributor.authorRodríguez, Jorge 
Authordc.contributor.authorGerpe, Alejandra 
Authordc.contributor.authorAguirre, Gabriela 
Authordc.contributor.authorKemmerling Weis, Ulrike 
Authordc.contributor.authorPiro, Oscar 
Authordc.contributor.authorArán, Vicente 
Authordc.contributor.authorMaya Arango, Juan 
Authordc.contributor.authorOlea Azar, Claudio 
Authordc.contributor.authorGonzález, Mercedes 
Authordc.contributor.authorCerecetto, Hugo 
Cita de ítemdc.identifier.citationEuropean Journal of Medicinal Chemistry, Volumen 44, Issue 4, 2009, Pages 1545-1553
Abstractdc.description.abstractNew indazole derivatives have been developed to know about structural requirements for adequate anti-Trypanosoma cruzi activity. In relation to position 1 of indazole ring, we have observed that a butylaminopentyl substituent (14) affords good activity, but N-oxidation of omega-tertiary amino moiety yields completely inactive compounds (17,18); the substituent at position 3 of indazole ring affects drastically the in vitro activity, 3-OH derivative 13 being completely inactive. On the other hand, since compound 22, denitro-analogue of active compound 4, does not show activity, the 5-nitro substituent of indazole ring seems to be essential. Intramolecular cyclization of side chain at position 1 also affords inactive compounds (19, 20). The electrochemical studies showed that the trypanocidal 5-nitroindazole derivatives yielded nitro-anion radical via one-electron process at physiological pH. This electrochemical behaviour occurs in the parasite according to ESR experiment with the T cruzi microsomal fraction showing that 5-nitroindazole derivatives suffer bio-reduction without reactive oxygen species generation. (C) 2008 Elsevier Masson SAS. All rights reserved.
Type of licensedc.rightsAttribution-NonCommercial-NoDerivs 3.0 Chile
Link to Licensedc.rights.uri
Sourcedc.sourceEuropean Journal of Medicinal Chemistry
Keywordsdc.subjectAnti-T. cruzi agents
Keywordsdc.subjectMode of action
Títulodc.titleStudy of 5-nitroindazoles' anti-Trypanosoma cruzi mode of action: Electrochemical behaviour and ESR spectroscopic studies
Document typedc.typeArtículo de revista
Indexationuchile.indexArtículo de publicación SCOPUS

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